Details
Stereochemistry | MIXED |
Molecular Formula | C11H16N8O8 |
Molecular Weight | 388.2935 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OCN1C(NC(=O)NCNC(=O)NC2N(CO)C(=O)NC2=O)C(=O)NC1=O
InChI
InChIKey=ZCTXEAQXZGPWFG-UHFFFAOYSA-N
InChI=1S/C11H16N8O8/c20-2-18-4(6(22)16-10(18)26)14-8(24)12-1-13-9(25)15-5-7(23)17-11(27)19(5)3-21/h4-5,20-21H,1-3H2,(H2,12,14,24)(H2,13,15,25)(H,16,22,26)(H,17,23,27)
Molecular Formula | C11H16N8O8 |
Molecular Weight | 388.2935 |
Charge | 0 |
Count |
|
Stereochemistry | MIXED |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://ntp.niehs.nih.gov/ntp/htdocs/chem_background/exsumpdf/imidazolidinylurea_508.pdfCurator's Comment: Description was created based on several sources, including http://www.excipientsguide.com/excipient_details.aspx?Id=51 and http://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019927s028lbl.pdf
Sources: https://ntp.niehs.nih.gov/ntp/htdocs/chem_background/exsumpdf/imidazolidinylurea_508.pdf
Curator's Comment: Description was created based on several sources, including http://www.excipientsguide.com/excipient_details.aspx?Id=51 and http://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019927s028lbl.pdf
Imidurea (Imidazolidinyl urea) is used as an antimicrobial agent and preservative in cosmetics and toiletries. It is very active against gram+ and gram- bacteria as a synergist in combination with parabens. Imidazolidinyl urea is more active against bacteria than fungi and is often combined with parabens to provide a broad spectrum preservative system. This preservative is one of the most widely used preservative systems in the world. The Food and Drug Administration (FDA) considers imidazolidinyl urea as one of the most common antimicrobial agents used in cosmetics. Due to its high water solubility, imidazolidinyl urea can be incorporated into almost all water-based cosmetics, toiletries, and cold mix formulations. It is present in a wide range of liquid and powder products such as baby lotion, skin cream, sunscreens, shampoos, eyeliners, blush, perfumes, deodorants, hair dyes, shaving cream, and face masks. Imidazolidinyl urea is permitted for use in personal care products in the European Union at a maximum concentration of 0.6%. In Japan, imidazolidinyl urea is allowed in rinse-off cosmetics such as shampoo, body wash, and facial cleanser at a maximum concentration of 0.3%. Imidurea is an ingredient of FDA-approved NIZORAL® (ketoconazole) 2% Shampoo, indicated for the treatment of tinea (pityriasis) versicolor caused by or presumed to be caused by Pityrosporum orbiculare (also known as Malassezia furfur or M. orbiculare).
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2364156 Sources: http://www.ncbi.nlm.nih.gov/pubmed/26319029 |
|||
Target ID: Pseudomonas aeruginosa growth Sources: http://www.ncbi.nlm.nih.gov/pubmed/19921329 |
|||
Target ID: Staphylococcus aureus growth Sources: http://www.ncbi.nlm.nih.gov/pubmed/19921329 |
|||
Target ID: map04210 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11853695 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Nizoral® (ketoconazole) 2% Shampoo Approved UseNIZORAL® (ketoconazole) 2% Shampoo is indicated for the treatment of tinea (pityriasis) versicolor caused by or presumed to be caused by Pityrosporum orbiculare (also known as Malassezia furfur or M. orbiculare). Launch Date1990 |
PubMed
Title | Date | PubMed |
---|---|---|
Developing a dynamic pharmacophore model for HIV-1 integrase. | 2000 Jun 1 |
|
[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations]. | 2004 May |
|
Use of IL-8 release and p38 MAPK activation in THP-1 cells to identify allergens and to assess their potency in vitro. | 2010 Sep |
|
The intra- and inter-laboratory reproducibility and predictivity of the KeratinoSens assay to predict skin sensitizers in vitro: results of a ring-study in five laboratories. | 2011 Apr |
|
B cell increases and ex vivo IL-2 production as secondary endpoints for the detection of sensitizers in non-radioisotopic local lymph node assay using flow cytometry. | 2012 Mar 25 |
|
Differentiation of skin sensitizers from irritant chemicals by interleukin-1α and macrophage inflammatory protein-2 in murine keratinocytes. | 2013 Jan 10 |
|
Chemical allergens stimulate human epidermal keratinocytes to produce lymphangiogenic vascular endothelial growth factor. | 2015 Mar 1 |
Patents
Sample Use Guides
In Vivo Use Guide
Curator's Comment: Imidurea is an ingredient of NIZORAL® (ketoconazole) 2% Shampoo
Apply the shampoo to the damp skin of the affected area and a wide margin surrounding this area. Lather, leave in place for 5 minutes, and then rinse off with water. One application of the shampoo should be sufficient.
Route of Administration:
Topical
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/26319029
30 ug/ml of Imidurea increased IL8 release and CD86 expression in THP-1 cells
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:28:47 GMT 2023
by
admin
on
Fri Dec 15 16:28:47 GMT 2023
|
Record UNII |
M629807ATL
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NDF-RT |
N0000185508
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
C45678
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
CONCEPT | Industrial Aid | ||
|
SUB23453
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
DB14075
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
39236-46-9
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
100000088780
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
1368885
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | RxNorm | ||
|
CHEMBL65433
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
M629807ATL
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
C65895
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
1336806
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
N0000175629
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | Increased Histamine Release [PE] | ||
|
51805
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
IMIDAZOLIDINYL UREA
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
m6227
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | Merck Index | ||
|
N0000171131
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | Allergens [Chemical/Ingredient] | ||
|
C006048
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
254-372-6
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
N0000184306
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | Cell-mediated Immunity [PE] | ||
|
M629807ATL
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
38258
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY | |||
|
DTXSID2040151
Created by
admin on Fri Dec 15 16:28:47 GMT 2023 , Edited by admin on Fri Dec 15 16:28:47 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |